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High-Oxidation-State Palladium Catalysis: New Reactivity for Organic Synthesis
被引:452
作者
:
Muniz, Kilian
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Strasbourg, Inst Chim, UMR 7177, F-67000 Strasbourg, France
Univ Strasbourg, Inst Chim, UMR 7177, F-67000 Strasbourg, France
Muniz, Kilian
[
1
]
机构
:
[1]
Univ Strasbourg, Inst Chim, UMR 7177, F-67000 Strasbourg, France
来源
:
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
|
2009年
/ 48卷
/ 50期
关键词
:
coupling reactions;
elimination;
homogeneous catalysis;
oxidation states;
palladium;
CROSS-COUPLING REACTIONS;
C-H FUNCTIONALIZATION;
X-RAY-STRUCTURE;
REDUCTIVE ELIMINATION;
BOND FORMATION;
N-FLUOROBENZENESULFONIMIDE;
ORGANOMETALLIC CHEMISTRY;
CYCLIZATION-OXIDATION;
HYDROGEN-PEROXIDE;
CRYSTAL-STRUCTURE;
D O I
:
10.1002/anie.200903671
中图分类号
:
O6 [化学];
学科分类号
:
0703 ;
摘要
:
Recent years have seen the rapid development of a new field of palladium catalysis in organic synthesis. This chemistry takes place outside the usually encountered Pd0PdII cycles. It is characterized by the presence of strong oxidants, which prevent further palladium(II)promoted reactions at a given point of the catalytic cycle by selective metal oxidation. The resulting higher-oxidation-state palladium complexes have been used to develop a series of new synthetic transformations that cannnot be realized within conventional palladium catalysis. This type of catalysis by palladium in a higher oxidation state is of significant synthetic potential. © 2009 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:9412 / 9423
页数:12
相关论文
共 133 条
[61]
2-L
[62]
Electronic effects on reductive elimination to form carbon-carbon and carbon-heteroatom bonds from palladium(II) complexes
[J].
Hartwig, John F.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Illinois, Dept Chem, Urbana, IL 61801 USA
Univ Illinois, Dept Chem, Urbana, IL 61801 USA
Hartwig, John F.
.
INORGANIC CHEMISTRY,
2007,
46
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[63]
PALLADIUM(II)-CATALYZED AROMATIC SUBSTITUTION
[J].
HENRY, PM
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0
h-index:
0
HENRY, PM
.
JOURNAL OF ORGANIC CHEMISTRY,
1971,
36
(14)
:1886
-&
[64]
Direct synthesis of bicyclic guanidines through unprecedented palladium(II) catalysed diamination with copper chloride as oxidant
[J].
Hovelmann, Claas H.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Hovelmann, Claas H.
;
论文数:
引用数:
h-index:
机构:
Streuff, Jan
;
Brelot, Lydia
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Brelot, Lydia
;
Muniz, Kilian
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Muniz, Kilian
.
CHEMICAL COMMUNICATIONS,
2008,
(20)
:2334
-2336
[65]
Synthesis of fused polycycles by 1,4-palladium migration chemistry
[J].
Huang, QH
论文数:
0
引用数:
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h-index:
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机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Huang, QH
;
Campo, MA
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引用数:
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h-index:
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Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Campo, MA
;
Yao, TL
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0
引用数:
0
h-index:
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机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Yao, TL
;
Tian, QP
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Tian, QP
;
Larock, RC
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Larock, RC
.
JOURNAL OF ORGANIC CHEMISTRY,
2004,
69
(24)
:8251
-8257
[66]
Highly regioselective catalytic oxidative coupling reactions: Synthetic and mechanistic investigations
[J].
Hull, Kami L.
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0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Hull, Kami L.
;
Lanni, Erica L.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Lanni, Erica L.
;
Sanford, Melanie S.
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0
引用数:
0
h-index:
0
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Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Sanford, Melanie S.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2006,
128
(43)
:14047
-14049
[67]
Palladium-catalyzed fluorination of carbon-hydrogen bonds
[J].
Hull, Kami L.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Hull, Kami L.
;
Anani, Waseem Q.
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0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Anani, Waseem Q.
;
Sanford, Melanie S.
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0
引用数:
0
h-index:
0
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Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Sanford, Melanie S.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2006,
128
(22)
:7134
-7135
[68]
Oxidative Pd(II)-Catalyzed C-H Bond Amination to Carbazole at Ambient Temperature
[J].
Jordan-Hore, James A.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Jordan-Hore, James A.
;
Johansson, Carin C. C.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Johansson, Carin C. C.
;
论文数:
引用数:
h-index:
机构:
Gulias, Moises
;
Beck, Elizabeth M.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Beck, Elizabeth M.
;
Gaunt, Matthew J.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Gaunt, Matthew J.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2008,
130
(48)
:16184
-+
[69]
Regioselectivity in palladium-catalyzed C-H activation/oxygenation reactions
[J].
Kalyani, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Kalyani, D
;
Sanford, MS
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Sanford, MS
.
ORGANIC LETTERS,
2005,
7
(19)
:4149
-4152
[70]
Oxidatively intercepting Heck intermediates: Pd-catalyzed 1,2-and 1,1-arylhalogenation of alkenes
[J].
Kalyani, Dipannita
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Kalyani, Dipannita
;
Sanford, Melanie S.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Sanford, Melanie S.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2008,
130
(07)
:2150
-+
←
2
3
4
5
6
7
8
9
10
11
→
共 133 条
[61]
2-L
[62]
Electronic effects on reductive elimination to form carbon-carbon and carbon-heteroatom bonds from palladium(II) complexes
[J].
Hartwig, John F.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Illinois, Dept Chem, Urbana, IL 61801 USA
Univ Illinois, Dept Chem, Urbana, IL 61801 USA
Hartwig, John F.
.
INORGANIC CHEMISTRY,
2007,
46
(06)
:1936
-1947
[63]
PALLADIUM(II)-CATALYZED AROMATIC SUBSTITUTION
[J].
HENRY, PM
论文数:
0
引用数:
0
h-index:
0
HENRY, PM
.
JOURNAL OF ORGANIC CHEMISTRY,
1971,
36
(14)
:1886
-&
[64]
Direct synthesis of bicyclic guanidines through unprecedented palladium(II) catalysed diamination with copper chloride as oxidant
[J].
Hovelmann, Claas H.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Hovelmann, Claas H.
;
论文数:
引用数:
h-index:
机构:
Streuff, Jan
;
Brelot, Lydia
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Brelot, Lydia
;
Muniz, Kilian
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Univ Strasbourg 1, UMR 7177, Inst Chim, F-67000 Strasbourg, France
Muniz, Kilian
.
CHEMICAL COMMUNICATIONS,
2008,
(20)
:2334
-2336
[65]
Synthesis of fused polycycles by 1,4-palladium migration chemistry
[J].
Huang, QH
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Huang, QH
;
Campo, MA
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Campo, MA
;
Yao, TL
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Yao, TL
;
Tian, QP
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Tian, QP
;
Larock, RC
论文数:
0
引用数:
0
h-index:
0
机构:
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Iowa State Univ, Dept Chem, Ames, IA 50011 USA
Larock, RC
.
JOURNAL OF ORGANIC CHEMISTRY,
2004,
69
(24)
:8251
-8257
[66]
Highly regioselective catalytic oxidative coupling reactions: Synthetic and mechanistic investigations
[J].
Hull, Kami L.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Hull, Kami L.
;
Lanni, Erica L.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Lanni, Erica L.
;
Sanford, Melanie S.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Sanford, Melanie S.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2006,
128
(43)
:14047
-14049
[67]
Palladium-catalyzed fluorination of carbon-hydrogen bonds
[J].
Hull, Kami L.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Hull, Kami L.
;
Anani, Waseem Q.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Anani, Waseem Q.
;
Sanford, Melanie S.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Sanford, Melanie S.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2006,
128
(22)
:7134
-7135
[68]
Oxidative Pd(II)-Catalyzed C-H Bond Amination to Carbazole at Ambient Temperature
[J].
Jordan-Hore, James A.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Jordan-Hore, James A.
;
Johansson, Carin C. C.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Johansson, Carin C. C.
;
论文数:
引用数:
h-index:
机构:
Gulias, Moises
;
Beck, Elizabeth M.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Beck, Elizabeth M.
;
Gaunt, Matthew J.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
Gaunt, Matthew J.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2008,
130
(48)
:16184
-+
[69]
Regioselectivity in palladium-catalyzed C-H activation/oxygenation reactions
[J].
Kalyani, D
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Kalyani, D
;
Sanford, MS
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Sanford, MS
.
ORGANIC LETTERS,
2005,
7
(19)
:4149
-4152
[70]
Oxidatively intercepting Heck intermediates: Pd-catalyzed 1,2-and 1,1-arylhalogenation of alkenes
[J].
Kalyani, Dipannita
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Kalyani, Dipannita
;
Sanford, Melanie S.
论文数:
0
引用数:
0
h-index:
0
机构:
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Univ Michigan, Dept Chem, Ann Arbor, MI 48109 USA
Sanford, Melanie S.
.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY,
2008,
130
(07)
:2150
-+
←
2
3
4
5
6
7
8
9
10
11
→